3-Aryl-1-thioacylindoles were prepared by treating α-aryl-2-isothiocyanato-β-methoxystyrenes
with organolithiums or Grignard reagents, followed by hydriodic
acid catalyzed cyclization of the resulting adducts. A one-pot synthesis
of 1-thiocarbamoylindoles was achieved by hydriodic acid mediated
cyclization of the corresponding thiourea intermediates, prepared
from α-substituted 2-isothiocyanato-β-methoxystyrenes
and secondary amines.
heterocycles - indoles - cyclizations - isothiocyanates - organometallic reagents